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March 13, 2026
Agent Technology, Brokerage, Core System, AI and ML, Agentic AI
Gilad Shai
Anupam Gupta, CPO at Applied Systems

AI won’t replace insurance brokers.

But it will change how their work gets done.

In Episode 148, I spoke with Anupam Gupta, Chief Product Officer at Applied Systems, about how AI is transforming the brokerage tech stack.

One idea stood out:

Instead of replacing humans, AI will become digital teammates working behind the scenes.

For example:

• AI agents preparing renewal packets
• Extracting data from submissions and emails
• Comparing carrier responses
• Surfacing missing coverages

The result?

Less administrative work.
More time for brokers to do what actually matters: advise clients.

One of my favorite lines from the episode:

“Imagine every employee showing up like your top 10%.”

That’s the real promise of AI in insurance.

Anupam Gupta, CPO at Applied Systems
March 13, 2026
Agentic AI, AI and ML, MGA, Startup
Gilad Shai
Juan García, Co-Founder at Tuio

Tuio serves a segment that traditional insurers struggle with: digitally native customers who expect self-service insurance, transparent pricing, and fast claims resolution. Instead of building another digital wrapper around legacy systems, Tuio designed a platform that uses AI agents to optimize the two biggest drivers of insurance profitability: marketing and claims.

Juan García, Co-Founder at Tuio
February 17, 2026
Consulting
Gilad Shai
Katey Walker, Chief of Staff at Xceedance

“It was the first FAIR Plan launched in over 20 years.”

When a state becomes the insurer of last resort, it cannot improvise.
A FAIR Plan must operate like a real insurance company: capitalized, issuing paper, fully serviced, and compliant from day one.

In this case, the state had no funds in place.

Within 120 days, the Xceedance team:
Secured the required funding
Stood up full insurance operations
Built the vendor ecosystem
Launched services end-to-end
They were writing business within four months.

An exceptional example of how public-sector insurance initiatives still require private-market execution discipline.

🎙 Episode 145 of hashtag#InsurtechTalk with Katey Walker

Founders, operators, and industry experts—real infrastructure, not theory.

Katey Walker, Chief of Staff at Xceedance
December 21, 2025
Gilad Shai
Robert Lewis, CEO of INTX Insurance Software

In this episode, we go on an unexpectedly fascinating journey — starting with coyotes and foxes, moving through African farming and UK wildlife, and ending in the heart of what this conversation is really about: insurance, reinsurance, and building modern core systems for carriers.

Robert Lewis, CEO of INTX Insurance Software
December 21, 2025
Gilad Shai
Stephanie Mier, Chief Insurance Officer at ...

Stephanie Mier, Chief Insurance Officer for ServiceUp, talks about modernizing Direct Repair Programs (DRP) and in the insurance and auto repair industry and ServiceUP

Stephanie Mier, Chief Insurance Officer at ServiceUp
Gilad Shai
September 15, 2022
Founder, Platform, Quotes, Marketing

Ifty Kerzner, President and co-founder of Kissterra

Gilad Shai
September 15, 2022
Founder, Platform, Quotes, Marketing
Ifty Kerzner, President and co-founder of Kissterra

In this episode, the musician and former children (Israeli) TV star, Ifty Kerzner talks about Kissterra, MarketingOS, insurance CAC and the powerful impact of marketing as a core system.

Tagged: marketing, marketingOS, Kissterra, Ifty Kerzner, co-founder

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Gilad Shai
August 11, 2022
Founder, InsurTech

Mark Scafaro, CEO and Co-Founder of Afficiency

Gilad Shai
August 11, 2022
Founder, InsurTech
Mark Scafaro, CEO and Co-Founder of Afficiency

Mark Scafaro, CEO of Afficiency, talks about Afficiency, Life insurance, building trust and traction for a SaaS platform and providing Whole Life insurance quotes via API.

Tagged: Afficiency, CEO, Founder, Life insurance

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Gilad Shai
August 11, 2022
InsurTech, Platform, Startup, API, Quotes

Adam Kiefer, CEO of Talage

Gilad Shai
August 11, 2022
InsurTech, Platform, Startup, API, Quotes
Adam Kiefer, CEO of Talage

Adam Kiefer, CEO and co-founder of Talage, discusses Talage's role as the insurance quotes submission system, partnering with the Agency Management System, benchmarks, and business intelligence insights.

Tagged: Talage, Founder, CEO, startup

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Gilad Shai
August 11, 2022
Founder, InsurTech, MGA, Startup

Amit Nisenbaum, CEO of Ahoy!

Gilad Shai
August 11, 2022
Founder, InsurTech, MGA, Startup
Amit Nisenbaum, CEO of Ahoy!

Amit Nisenbaum, CEO of Ahoy! talks about Ahoy!'s product, niches products, crewmates, and the love of the sea.

Tagged: Founder, ahoy, maritime, MGA

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Gilad Shai
June 16, 2022
Founder, InsurTech, Startup

Justin Kahn, CEO & Co-Founder of Reepher

Gilad Shai
June 16, 2022
Founder, InsurTech, Startup
Justin Kahn, CEO & Co-Founder of Reepher

In this episode, Justin Kahn, the CEO and Co-Founder of Reepher, joins Gilad Shai to talk about covering cannabis DUI expenses.

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